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SML1655

Sigma-Aldrich

BI-9564

≥97% (HPLC)

Synonym(s):

4-(4-Dimethylaminomethyl-2,5-dimethoxy-phenyl)-2-methyl-2H-[2,7]naphthyridin-1-one, 4-[4-[(Dimethylamino)methyl]-2,5-dimethoxyphenyl]-2-methyl-2,7-naphthyridin-1-one, GTPL8950

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About This Item

Empirical Formula (Hill Notation):
C20H23N3O3
CAS Number:
1883429-22-8
Molecular Weight:
353.41
UNSPSC Code:
12352200
PubChem Substance ID:
329825994
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

CN1C=C(C2=CC(OC)=C(CN(C)C)C=C2OC)C(C=CN=C3)=C3C1=O

InChI

1S/C20H23N3O3/c1-22(2)11-13-8-19(26-5)15(9-18(13)25-4)17-12-23(3)20(24)16-10-21-7-6-14(16)17/h6-10,12H,11H2,1-5H3

InChI key

BJFSUDWKXGMUKA-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

BI-9564 decreases the development of tumors and enhances the survival rate in treated mice. It can block BRD9 (bromodomain-containing protein 9) and BRD7 (bromodomain-containing protein 7). BI-9564 is sevenfold more effective on BRD9 and fourfold more effective on BRD7.
BI-9564 is a cell permeable, potent and specific inhibitor of BRD9 and BRD7. For full characterization details, please visit the BI-9564 probe summary on the Structural Genomics Consortium (SGC) website.

To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc

Features and Benefits

BI-9564 is an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC.
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Other Notes

BI-9564 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the BI-9564 probe summary on the Chemical Probes Portal website.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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BRD9 inhibition, alone or in combination with cytostatic compounds as a therapeutic approach in rhabdoid tumors
Kramer, et al.
International Journal of Molecular Sciences, 18(7), 1537-1537 (2017)
Open access chemical probes for epigenetic targets
Brown, et al.
Future medicinal chemistry, 7(14), 1901-1917 (2015)

Articles

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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